US4541859A - Method for reducing the phytotoxicity of agricultural machine oil and a composition useful for the method - Google Patents
Method for reducing the phytotoxicity of agricultural machine oil and a composition useful for the method Download PDFInfo
- Publication number
- US4541859A US4541859A US06/564,188 US56418883A US4541859A US 4541859 A US4541859 A US 4541859A US 56418883 A US56418883 A US 56418883A US 4541859 A US4541859 A US 4541859A
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- United States
- Prior art keywords
- machine oil
- application
- fatty acid
- phytotoxicity
- agricultural
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
- A01N61/02—Mineral oils; Tar oils; Tar; Distillates, extracts or conversion products thereof
Definitions
- the present invention relates to a method for reducing the phytotoxicity by agrochemicals, which frequently occurs when an agricultural machine oil is applied to plants alone or in combination with other agricultural chemicals by combined application or short interval application, and to an insecticidal and acaricidal composition useful for the method.
- the agricultural machine oil is mainly used for the extermination of scale insects or acarines breeding on fruit trees such as citrus, apple, peach or pear trees.
- Such machine oil is regarded as an important agricultural chemical, since it does not create any substantial resistance, which insects or acarines may acquire when conventional synthetic insecticides or acaricides are employed, and it is inexpensive.
- the agricultural machine oil presents certain adverse effects or phytotoxicity to the plants. This is a main factor which limits the usefulness of the machine oil.
- the present invention has been accomplished as a result of extensive researches on various surfactants with an aim to reduce the phytotoxicity of the agricultural machine oil without impairing the insecticidal and acaricidal activities.
- the present invention provides a method for reducing the phytotoxicity of agricultural machine oil, which is characterized in that a sucrose fatty acid ester is applied prior to or at the same time as the application of the agricutural machine oil.
- the present invention also provides a composition useful for the method.
- urea is used in combination with the sucrose fatty acid ester.
- sucrose fatty acid esters are commercially available, in which the kind of the fatty acid or the degree of esterification varies. Any one of them may optionally be employed depending upon the particular purpose.
- the sucrose fatty acid ester should preferably have a low HLB. Whereas, from the viewpoint of the solubility and dispersibility in water for its application in a diluted form, it should preferably have a high HLB.
- the HLB may be at any level, when the sucrose fatty acid ester is used in combination with an emulsifier or a solvent for the preparation of a formulation or a diluted solution for application.
- the sucrose fatty acid ester preferably has a HLB of from 9 to 17.
- the fatty acid moiety thereof preferably has from 14 to 18 carbon atoms, and the monoester content in the sucrose fatty acid ester is preferably from 40 to 80%.
- the agricultural machine oil is commercially available usually in the form of an emulsifiable concentration. At the time of the application, it is diluted with water and used in the form of an emulsion containing from 0.25 to 8 v/v % of the machine oil.
- the sucrose fatty acid ester is usually applied in an amount of from 0.1 to 50 parts by weight, preferably from 0.5 to 20 parts by weight, per 100 parts by weight of the agricultural machine oil.
- the sucrose fatty acid ester of this amount is applied prior to or simultaneously with the application of the agricultural machine oil, in the form of an aqueous solution containing from 0.001 to 1 wt/v %, preferably from 0.01 to 0.2 wt/v %. In some cases, it may be used in the form of a mixture with the agricultural machine oil.
- the amount of the sucrose fatty acid ester is less than the above-mentioned range, the effectiveness for the reduction of the phytotoxicity tends to be small. On the other hand, if the amount exceeds the above-mentioned range, it will be necessary to increase the amount of the emulsifier or the solvent required for the preparation of the formulation.
- urea When urea is to be employed in combination with the sucrose fatty acid ester, urea is usually used in an amount of from 1 to 300 parts by weight, preferably from 5 to 100 parts by weight, per 100 parts by weight of the agricultural machine oil, in the form of an aqueous solution containing from 0.01 to 5 wt/v % of the urea. If the amount of the urea is too small, no adequate effectiveness for the reduction of the phytotoxicity will be obtained. On the other hand, if the amount is excessive, the urea concentration at the time of the application will be unduly high, whereby it is likely to lead to an adverse effect to the plants.
- sucrose fatty acid ester may be used in combination with a conventional emulsifier, wettable powder, solvent, herbicide, fungicide, insecticide or fertilizer. Such an additive may be incorporated at the time of the application or during the preparation of the composition.
- an aqueous sucrose fatty acid ester is applied prior to the application of agricultural machine oil, or a composition comprising agricultural machine oil and a sucrose fatty acid ester is diluted with water and applied in the same manner as in the case of the application of usual agricultural machine oil, whereby it is possible to substantially reduce the phytotoxicity of the agricultural machine oil, such as formation of oil specks on the leaves and fruits, falling off of the leaves, degradation of the quality of the fruits such as a decrease of the sugar content, an increase of the acidity or inferior coloring of the fruits, or a decrease of photosynthetic ability of the leaves, which used to be caused by the application of agricultural machine oil.
- sucrose fatty acid ester serves to prevent the local concentration of agricultural chemicals such as agricultural machine oil resulting from the penetration and transfer of the agricultural chemicals in the leaves or the fruit surfaces, and to promote the proper function of various metabolisms in the plant body, and urea provides a nutrient as a nitrogen source and thus serves for the encouragement of the plants, whereby not only the emergence of the phytotoxicity is prevented but also the resistance of the plants against the phytotoxicity is improved.
- the machine oil emulsifiable concentration and SE-3 were diluted with water to bring the machine oil concentration to 1% (v/v) and the SE-3 concentration to those identified in Table 2, and they were dissolved to obtain emulsions for application.
- Each emulsion was applied to a potted three year old plant of Satsuma mandarine orange (Citrus unshiu Marc) so that the leaves were sufficiently wetted.
- Satsuma mandarine orange Cirus unshiu Marc
- the machine oil emulsifiable concentration and various sucrose fatty acid esters as identified in Table 4 were diluted with water to bring their concentrations to 1% (v/v) and 0.01% (w/v), respectively, and they were dissolved to obtain emulsions for application.
- the application treatment was conducted, and the formation of the phytotoxicity was evaluated.
- the machine oil emulsifiable concentration and SE-3 were diluted with water to bring their concentrations to 1% (v/v) and 0.08% (w/v), respectively, and they were dissolved to obtain an emulsion for application.
- Another emulsion was prepared in the same manner except that 1% (w/v) of urea was added. In the same manner as in Example 1, these emulsions were applied, and the formation of the phytotoxicity was evaluated.
- the machine oil emulsifiable concentration, SE-3 and urea were diluted with water to bring their concentrations to the respective values as identified in Table 6, and they were dissolved to obtain emulsions for application. Each emulsion was applied to a potted three years old plant of Satsuma mandarine orange so that the leaves were adequately wetted.
- the photosynthesis rates were measured prior to the application, one day after the application and four days after the application. The results thereby obtained are shown in Table 6, in which the photosynthesis rates are represented by the relative values based on the photosynthesis rate prior to the application being taken as 100.
- the measurement of the photosynthesis rates was conducted by placing the sample plants in a closed phytotron (30° C.) and measuring the change of the carbondioxide concentration in the phytotron by means of an infrared gas analyzer.
- the apparent photosynthesis rate was obtained from the reducing rate of the carbondioxide concentration under illumination, and the respiration rate was obtained from the increasing rate of the carbondioxide concentration under a blacked out condition.
- the sum of the apparent photosynthesis rate and the respiration rate was taken as the true photosynthesis rate.
- concentrations of the chemicals in the emulsions for application were as follows: 1% (v/v) of the machine oil emulsifiable concentration, 0.08% (w/v) of SE-3, 1% (w/v) of urea, 0.1% (v/v) of the insecticide and 0.13% (w/v) of the fungicide.
- the phytotoxicities to the leaves and fruits or the increase of the number of fallen leaves caused by the machine oil emulsifiable concentration or the combined use of the machine oil emulsifiable concentration with other agricultural chemicals can be reduced to some extent by a combined use of urea.
- the sucrose fatty acid ester or a combination of the sucrose fatty acid ester with urea was employed, the effectiveness for the reduction of the phytotoxicities becomes more distinct.
- the combined use of urea gives certain effectiveness to prevent the decrease of the sugar content and the increase of citric acid, whereas when the sucrose fatty acid ester or a combination of the sucrose fatty acid ester with urea was employed, not only such effectiveness but also other effectiveness such as an increase of the weight of the fruits, good coloring and little stains, are obtainable.
- emulsions for combined application as shown in Table 9 were prepared by using the machine oil emulsifiable concentration, the fungicide, urea and SE-3. These orange trees were used for each of the four tests. The rate of formation of brown specks which started to form about one week after the application of each emulsion, was measured and presented in Table 9 as the phytotoxicity rate.
- the fungicide was firstly applied to all orange trees, as shown in Table 10. Twelve days after the first application, each of the four emulsions for the second application as identified in Table 10 was applied to three orange trees, respectively. Then, the phytotoxicity rate was determined in the same manner as mentioned above. The results thereby obtained are shown in Table 10.
- the emulsions having various compositions as shown in Table 11 were applied to the foliage of Chinese cabbages having a leaf age of 3.5 (11 days after seeding) in an application rate of 100 liter/10 a. Three days later, the phytotoxicity appeared on the leaf surface was examined and classified into five levels (i.e. index numbers 0 to 5 where 0 indicates that no phytotoxicity appeared, and 5 indicates that the phytotoxicity appeared on the entire leaf surface).
- the phytotoxicity degree was calculated from the results of the evaluation in accordance with the following formula: ##EQU1##
- the solutions for the first application as shown in Table 12 were prepared by using SE-3, urea and a fungicide (the same fungicide as used in Examples 23 to 26). For each test, one branch of the orange tree was used. The five solutions for the first application were applied to the respective five branches. Five days later, the emulsion of the machine oil emulsifiable concentrate was prepared as identified in Table 12 and applied to each branch as the second application. On the 8th day after the second application, the rate of formation of oil specks on the leaf surface was examined. The rate of formation of oil specks is presented in Table 12 as the phytotoxicity rate.
- sucrose fatty acid ester is applied prior to the application of the machine oil, the effectiveness for the reduction of the phytotoxicity is obtainable, when urea and the sucrose fatty acid ester are used in combination, this effectiveness is further increased. Further, it has been found that the sucrose fatty acid ester is effective to suppress the phytotoxicity rate which was increased by the short interval application of the fungicide and the machine oil emulsifiable concentration.
- the machine oil emulsifiable concentration and various surfactants as identified in Table 13 were diluted with water to bring their concentrations to those identified in Table 13, and they were dissolved to obtain emulsions for application.
- two stumps of cucumber of about 6-7 leaf stage were used.
- the degree of the phytotoxicity appeared on the leaves and the photosynthesis rate were examined.
- the degree of the phytotoxicity was evaluated in accordance with the evaluation standards of Table 14 with respect to the 4th to 8th leaves, i.e. a total of 8 leaves.
- the photosynthesis rate was measured in the same manner as in Examples 12 to 14 by using a closed micro chamber in stead of the phytotoron with respect to the 4th leaf of one of the two stumps of each test.
- sucrose fatty acid ester is superior to other surfactants in the effectiveness for the reduction of the phytotoxicity, and such effectiveness is particularly remarkable with respect to the photosynthesis rate.
- compositions comprising the machine oil emulsifiable concentration and various sucrose fatty acid esters as identified in Table 15 were tested by a leaf disc method in a constant temperature room at 25° C. Water was put in an ice cream cup, and a filter paper with cut lines was placed in the ice cream cup so that the cut line portions were in contact with water. Another filter paper was placed thereon, and two leaf discs prepared by cutting a Satsuma mandarine orange leaf to form a disc having a diameter of 12 mm, were placed in each cup. On each disc, about 10 acarines were placed.
Abstract
Description
TABLE 1 ______________________________________ Trade- Bound fatty acids names (%) Ester compo- Ryoto Ste- Pal- sition (%) Sucrose Sugar aric mitic Oleic Mono- Di-,tri- esters Esters HLB acid acid acid ester esters ______________________________________ SE-1 S-1570 15 70 30 -- 70 30 SE-2 P-1570 15 30 70 -- 70 30 SE-3 O-1570 15 -- -- 70 70 30 SE-4 O-570 5 -- -- 70 35 65 SE-5 S-570 5 70 30 35 65 SE-6 L-1540 15 Laulic acid 50 70 30 ______________________________________
TABLE 2 ______________________________________ Concentration of Degree of SE-3 (%, w/v) phytotoxicity ______________________________________ Comparative 0 +++ Example 1 Example 1 0.0025 ++ Example 2 0.005 + Example 3 0.01 + Example 4 0.04 + Example 5 0.08 + Example 6 0.2 ± ______________________________________
TABLE 3 ______________________________________ Degree of phytotoxicity Evaluation standards ______________________________________ +++ Oil specks formed on at least 30% of the entire surface area of the leaf ++ Oil specks formed on 10-30% of the entire surface area of the leaf + Oil specks formed on less than 10% of the entire surface area of the leaf ± Oil specks slightly observed ______________________________________
TABLE 4 ______________________________________ Degree of Sucrose esters phytotoxicity ______________________________________ Comparative -- +++ Example 1 Example 7 SE-1 + Example 8 SE-2 + Example 9 SE-4 + ______________________________________
TABLE 5 ______________________________________ Concentration Concentration of SE-3 of urea Degree of (%, w/v) (%, w/v) phytotoxicity ______________________________________ Comparative 0 0 +++ Example 1 Example 10 0.08 0 + Example 11 0.08 1 ± ______________________________________
TABLE 6 ______________________________________ Compositions of the emulsions Photosynthesis rates Machine (Relative values) oil emul- 4 days sifiable Prior to One day after concen- SE-3 Urea the ap- after the the ap- tration (%, (%, plica- applica- plica- (%, v/v) v/v) v/v) tion tion tion ______________________________________ Compara- 1 0 0 100 78 83 tive Example 2 Example 1 0.01 0 100 86 87 12 Example 1 0.2 0 100 89 93 13 Example 1 0.2 1 100 94 97 14 ______________________________________
TABLE 7 __________________________________________________________________________ Phytotoxicities Number of fallen Rate of Rate of Rate of leaves oil-specked oil-specked oil-specked (Num- new leaves (%) old leaves (%) fruits ber/tree) Test Agricultural Number of days after the second application Nos. chemicals 7 days 33 days 7 days 33 days 7 days 33 7 __________________________________________________________________________ days Comparative 1 Machine oil emulsifiable concentration 88 75 93 50 98 42 4 Example 3 Example 15 Machine oil emulsifiable concentration + SE-3 72 53 43 25 60 7 1 Comparative 2 Machine oil emulsifiable concentration 88 92 100 80 95 65 5 Example 4 Comparative Machine oil emulsifiable concentration + Urea 85 55 50 35 47 25 1 Example 5 Comparative 3 Machine oil emulsifiable concentration 100 72 92 43 47 40 4 Example 6 Example 16 Machine oil emulsifiable concentration + 75 25 48 18 15 3 1 SE-3 + Urea Comparative 4 Machine oil emulsifiable concentration + 100 82 92 78 85 62 3 Example 7 Insecticide Example 17 Machine oil emulsifiable concentration + 53 35 57 23 40 36 1 Insecticide + SE-3 Comparative 5 Machine oil emulsifiable concentration + 67 37 80 27 48 48 4 Example 8 Fungicide Example 18 Machine oil emulsifiable concentration + 32 35 35 18 34 13 1 Bactericide + SE-3 Comparative 6 None 0 0 0 0 0 0 0 Example 9 __________________________________________________________________________
TABLE 8 __________________________________________________________________________ Weight Cit- Sugar-acid Coloring and fruit of the Sug- ric ratio skin condition Test fruit ar acid (Sugar/ (as compared with Nos. Agricultural chemicals (g) (%) (%) citric acid) the respective __________________________________________________________________________ control) Comparative 1 Machine oil emulsifiable concentration 113 7.0 1.3 5.4 Control Example 10 Example 19 Machine oil emulsifiable concentration + SE-3 133 7.1 1.1 6.5 Coloring-good Stains on the skin-little Comparative 2 Machine oil emulsifiable concentration 142 7.0 1.3 5.4 (Control) Example 11 Comparative Machine oil emulsifiable concentration + Urea 137 7.2 1.2 6.0 Stains on the skin-substantial Example 12 Comparative 3 Machine oil emulsifiable concentration 121 6.9 1.4 4.9 (Control) Example 13 Example 20 Machine oil emulsifiable concentration + 124 7.0 1.3 5.4 Coloring good and uniform SE-3 + Urea Stains on the skin-little Comparative 4 Machine oil emulsifiable concentration + 106 6.9 1.5 4.6 (Control) Example 14 Insecticide Example 21 Machine oil emulsifiable concentration + 117 7.0 1.4 5.0 Stains on the skin-little Insecticide + SE-3 Comparative 5 Machine oil emulsifiable concentration + 110 6.7 1.5 4.5 (Control) Example 15 Fungicide Example 22 Machine oil emulsifiable concentration + 123 6.8 1.4 4.9 Coloring-good Fungicide + SE-3 __________________________________________________________________________
TABLE 9 ______________________________________ Combined application Machine oil emul- sifiable Phyto- concen- Urea toxicity tration Fungicide SE-3 (%, rate (%, v/v) (%, w/v) (%, w/v) w/v) (%) ______________________________________ Compara- 1.0 0.2 -- -- 100 tive Example 16 Example 1.0 0.2 0.08 -- 40 23 Compara- 1.0 0.2 -- 1.0 60 tive Example 17 Example 1.0 0.2 0.08 1.0 10 24 ______________________________________
TABLE 10 ______________________________________ First Second application applica- Machine oil Phyto- tion emulsifiable SE-3 Urea toxicity Fungicide concentra- (%, (%, rate (%, w/v) tion (%, v/v) w/v) w/v) (%) ______________________________________ Compara- 0.2 1.0 -- -- 100 tive Example 18 Example 0.2 1.0 0.08 -- 8 25 Compara- 0.2 1.0 -- 1.0 70 tive Example 19 Example 0.2 1.0 0.08 1.0 5 26 ______________________________________
TABLE 11 ______________________________________ Composition of emulsions for application Machine oil Phyto- emulsifiable SE-3 Urea toxicity concentra- Fungicide (%, (%, rate tion (%, v/v) (%, w/v) w/v) w/v) (%) ______________________________________ Compara- 1.0 -- -- -- 2.3 tive Example 20 Compara- -- -- 0.2 -- 0.0 tive Example 21 Example 1.0 -- 0.2 -- 0.0 27 Compara- 1.0 -- -- 1.0 1.7 tive Example 22 Example 1.0 -- 0.2 1.0 0.0 28 Compara- -- 1.0 -- -- 0.0 tive Example 23 Compara- 1.0 1.0 -- -- 67 tive Example 24 Example 1.0 1.0 0.2 -- 49 29 Compara- 1.0 1.0 -- 1.0 62 tive Example 25 Example 1.0 1.0 0.2 1.0 40 30 Compara- No treatment 0.0 tive Example 26 ______________________________________
TABLE 12 ______________________________________ Second ap- plication First application Machine oil Phyto- SE-3 Urea emulsifiable toxicity (%, (%, Fungicide concentra- rate w/v) w/v) (%, w/v) tion (%, v/v) (%) ______________________________________ Compara- -- -- -- 0.7 97 tive Example 27 Example 0.08 -- -- 0.7 67 31 Example 0.08 0.4 -- 0.7 63 32 Compara- -- -- 0.2 0.7 100 tive Example 28 Example 0.08 -- 0.2 0.7 87 33 ______________________________________
TABLE 13 ______________________________________ Agricultural chemicals Degree Machine oil of Photo- emulsifiable phyto- synthesis concentra- Surfactant tox- rate (mgCO.sub.2 tion (%, v/v) (%, v/v) icity dm.sup.-2 hr.sup.-1) ______________________________________ Com- -- -- -- 22.6 para- tive Ex- ample 29 Com- 1 -- ++ 16.0 para- tive Ex- ample 30 Ex- 1 SE-3 (0.1) + 21.4 ample 34 Ex- 1 SE-3 (0.01) ++ 19.4 ample 35 Com- 1 Polyoxyethylene +++ 16.8 para- sorbitane mono- tive oleate (0.1) Ex- ample 31 Com- 1 Polyoxyethylene +++ 17.9 para- sorbitane mono- tive oleate (0.01) Ex- ample 32 Com- 1 Polyethylene + 17.6 para- glycol mono- tive stearate (0.1) Ex- ample 33 Com- 1 Polyethylene +++ 15.0 para- glycol mono- tive stearate (0.01) Ex- ample 34 Com- 1 Polyoxyethylene +++ 17.3 para- oleyl ether (0.1) tive Ex- ample 35 Com- 1 Polyoxyethylene +++ 14.5 para- oleyl ether (0.01) tive Ex- ample 36 ______________________________________
TABLE 14 ______________________________________ Degree of phytotoxicity Evaluation standard ______________________________________ +++ Oil specks and color change-substantial ++ Oil specks and color change-distinctly observed + Oil specks-slightly observed ______________________________________
TABLE 15 ______________________________________ Sucrose esters Acaricidal rates (%) ______________________________________ Example 36 SE-1 86.5 Example 37 SE-2 94.6 Example 38 SE-3 94.0 Example 39 SE-5 53.4 Example 40 SE-6 97.6 Comparative -- 46.7 Example 37 ______________________________________
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57234536A JPS59122408A (en) | 1982-12-28 | 1982-12-28 | Insecticide composition for agriculture and horticulture |
JP57-234536 | 1982-12-28 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/707,412 Continuation US4665059A (en) | 1982-12-28 | 1985-03-01 | Composition for reducing the phytotoxicity of agricultural machine oil containing a sucrose fatty acid ester and/or urea |
Publications (1)
Publication Number | Publication Date |
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US4541859A true US4541859A (en) | 1985-09-17 |
Family
ID=16972559
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/564,188 Expired - Fee Related US4541859A (en) | 1982-12-28 | 1983-12-22 | Method for reducing the phytotoxicity of agricultural machine oil and a composition useful for the method |
US06/707,412 Expired - Fee Related US4665059A (en) | 1982-12-28 | 1985-03-01 | Composition for reducing the phytotoxicity of agricultural machine oil containing a sucrose fatty acid ester and/or urea |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/707,412 Expired - Fee Related US4665059A (en) | 1982-12-28 | 1985-03-01 | Composition for reducing the phytotoxicity of agricultural machine oil containing a sucrose fatty acid ester and/or urea |
Country Status (2)
Country | Link |
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US (2) | US4541859A (en) |
JP (1) | JPS59122408A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0392127A2 (en) * | 1989-04-12 | 1990-10-17 | Sainin, S.A. | An ecological pesticidal composition that does not contaminate the environment, its maufacturing process and its use for control of plant pests |
WO1992003048A1 (en) * | 1990-08-13 | 1992-03-05 | Commonwealth Scientific And Industrial Research Organisation | Pesticidal products |
WO1999016310A1 (en) * | 1997-09-29 | 1999-04-08 | Oleg Iliich Epshtein | Method for protecting biological material against the toxic activity of an applied active substance |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8515132D0 (en) * | 1985-06-14 | 1985-07-17 | British Nuclear Fuels Plc | Measuring photosynthetic activities of plants |
HU205836B (en) * | 1985-09-24 | 1992-07-28 | Ss Pharmaceutical Co | Aquous fungicide dispersion containing thiabendazol and sacharoze-fatty acid ester |
FR2663815A1 (en) * | 1990-06-27 | 1992-01-03 | Montpellier Ii Universite | Composition and application, as antiappetite agent, of sucrose esters |
AUPN218795A0 (en) * | 1995-04-05 | 1995-04-27 | Ampol Limited | Oil for agricultural use |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4165230A (en) * | 1978-07-21 | 1979-08-21 | Texaco Inc. | Agricultural spray oils containing zinc dialkyldithiophosphates |
US4336052A (en) * | 1980-12-31 | 1982-06-22 | Mobil Oil Corporation | Method of using corn syrup for reducing phytotoxicity of urea applied to plants for foliar fertilization |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1399053A (en) * | 1973-03-16 | 1975-06-25 | Tate & Lyle Ltd | Process for the production of surface active agents comprising sucrose esters |
-
1982
- 1982-12-28 JP JP57234536A patent/JPS59122408A/en active Granted
-
1983
- 1983-12-22 US US06/564,188 patent/US4541859A/en not_active Expired - Fee Related
-
1985
- 1985-03-01 US US06/707,412 patent/US4665059A/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4165230A (en) * | 1978-07-21 | 1979-08-21 | Texaco Inc. | Agricultural spray oils containing zinc dialkyldithiophosphates |
US4336052A (en) * | 1980-12-31 | 1982-06-22 | Mobil Oil Corporation | Method of using corn syrup for reducing phytotoxicity of urea applied to plants for foliar fertilization |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0392127A2 (en) * | 1989-04-12 | 1990-10-17 | Sainin, S.A. | An ecological pesticidal composition that does not contaminate the environment, its maufacturing process and its use for control of plant pests |
EP0392127A3 (en) * | 1989-04-12 | 1991-04-03 | Sainin, S.A. | An ecological pesticidal composition that does not contaminate the environment, its maufacturing process and its use for control of plant pests |
WO1992003048A1 (en) * | 1990-08-13 | 1992-03-05 | Commonwealth Scientific And Industrial Research Organisation | Pesticidal products |
US5366961A (en) * | 1990-08-13 | 1994-11-22 | Commonwealth Scientific And Industrial Research Organisation | Pesticidal products |
WO1999016310A1 (en) * | 1997-09-29 | 1999-04-08 | Oleg Iliich Epshtein | Method for protecting biological material against the toxic activity of an applied active substance |
Also Published As
Publication number | Publication date |
---|---|
US4665059A (en) | 1987-05-12 |
JPS59122408A (en) | 1984-07-14 |
JPH0454642B2 (en) | 1992-08-31 |
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